Azide → 1-Amino-3-acetoxy acetone

HRID 903195

Reaction equation

HRID 903195 reaction equation
[N:1]([CH2:4][C:5]([CH2:7][O:8][C:9](=[O:11])[CH3:10])=[O:6])=[N+]=[N-].[N-]=[N+]=[N-]>C(OC(=O)C)C.[Pd]>[NH2:1][CH2:4][C:5]([CH2:7][O:8][C:9](=[O:11])[CH3:10])=[O:6]

Participants

5

Reactant 2

HCID 33558AzideHCID 144347801-Azido-3-acetoxyacetone

Product 1

HCID 221655021-Amino-3-acetoxy acetone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 8857Ethyl AcetateSolvent

Procedure

1-Azido-3-acetoxyacetone (15.7 g.) is dissolved in ethylacetate (200 ml.). The 10% palladium on carbon catalyst (1.0 g.) is added; the mixture is reduced under hydrogen at atmospheric pressure until the infrared spectrum of an aliquot indicates the absence of the azide. The catalyst is filtered off and the filtrate is evaporated to afford 1-amino-3-acetoxy acetone.

Workup

  1. filtrationThe catalyst is filtered off
  2. customthe filtrate is evaporated

Sources & evidence

ORD record
ord-44403b84da5b4bf499d6bc0f5f0501bb
Source dataset
uspto-grants-1980_10
Patent number
US04226866

Linked notes

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